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98-74-8

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98-74-8 Usage

Uses

Different sources of media describe the Uses of 98-74-8 differently. You can refer to the following data:
1. 4-Nitrobenzenesulfonyl Chloride is used in the preparation of N-Nosyl-α-amino acid for peptide synthesis.
2. 4-Nitrobenzenesulfonyl chloride is used as an intermediate for the synthesis of pharmaceuticals like foscmprenavir, darunavir and amprenavir. It is involved in the preparation of N-nosyl-alpha-amino acid for peptide synthesis. It is also used for stereoselective α-glucosylation of partially protected carbohydrates in association with silver tri-fluoromethanesulfonate, N,N-dimethylacetamide and triethylamine. It is widely used for the synthesis of hydroxylamines of sulfadiazine, sulfamethoxazole and [Cu(bipy)2Cl](nbs) (1) (bipy = 2,2'-bipyridine, nbs = 4-nitrobenzenesulfonate).
3. 4-Nitrobenzenesulfonyl chloride was used in the synthesis of [Cu(bipy)2Cl](nbs) (1) (bipy = 2,2′-bipyridine, nbs = 4-nitrobenzenesulfonate)hydroxylamines of sulfadiazine and sulfamethoxazolesolution phase peptide using N-nosyl-α-amino acids.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 98-74-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 8 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 98-74:
(4*9)+(3*8)+(2*7)+(1*4)=78
78 % 10 = 8
So 98-74-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H4ClNO4S/c7-13(11,12)6-3-1-5(2-4-6)8(9)10/h1-4H

98-74-8 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A18512)  4-Nitrobenzenesulfonyl chloride, 97%   

  • 98-74-8

  • 25g

  • 529.0CNY

  • Detail
  • Alfa Aesar

  • (A18512)  4-Nitrobenzenesulfonyl chloride, 97%   

  • 98-74-8

  • 100g

  • 1434.0CNY

  • Detail
  • Alfa Aesar

  • (A18512)  4-Nitrobenzenesulfonyl chloride, 97%   

  • 98-74-8

  • 500g

  • 5746.0CNY

  • Detail
  • Aldrich

  • (272248)  4-Nitrobenzenesulfonylchloride  97%

  • 98-74-8

  • 272248-5G

  • 298.35CNY

  • Detail
  • Aldrich

  • (272248)  4-Nitrobenzenesulfonylchloride  97%

  • 98-74-8

  • 272248-25G

  • 767.52CNY

  • Detail
  • Aldrich

  • (272248)  4-Nitrobenzenesulfonylchloride  97%

  • 98-74-8

  • 272248-100G

  • 2,434.77CNY

  • Detail
  • Aldrich

  • (170925)  4-Nitrobenzenesulfonylchloride  technical grade, 90%

  • 98-74-8

  • 170925-25G

  • 409.50CNY

  • Detail

98-74-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrobenzenesulfonyl chloride

1.2 Other means of identification

Product number -
Other names p-Nitrophenylsulfonyl chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:98-74-8 SDS

98-74-8Synthetic route

4-nitro-aniline
100-01-6

4-nitro-aniline

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at -5℃; for 0.166667h;
Stage #2: With thionyl chloride; copper(l) chloride In water at -5 - 0℃; for 1.75h;
99%
Stage #1: 4-nitro-aniline With hydrogenchloride In water at 30 - 50℃; for 1h; Sandmeyer reaction;
Stage #2: With sodium nitrite In water at -5 - 0℃; for 0.916667h; Sandmeyer reaction;
Stage #3: With thionyl chloride; water; copper(l) chloride at -5 - 0℃; for 2.83333h; Sandmeyer reaction;
81.7%
Stage #1: 4-nitro-aniline With hydrogenchloride; acetic acid
Stage #2: With sodium nitrite In water at -10 - -5℃; for 0.75h;
Stage #3: With hydrogenchloride; sulfur dioxide; acetic acid; copper(l) chloride In water at 10℃; for 0.5h;
68%
With copper(I) chloride; hydrogenchloride; sulfur dioxide; acetic acid; sodium nitrite Multistep reaction;
With tert.-butylnitrite; sulfur dioxide; N-benzyl-N,N,N-triethylammonium chloride; ethylene glycol; copper dichloride In dichloromethane; acetonitrile at 0 - 20℃; Automated synthesizer;
para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0333333h;98%
With thionyl chloride; dihydrogen peroxide In water; acetonitrile at 25℃; for 0.0166667h;98%
With sulfuryl dichloride; potassium nitrate In acetonitrile at 0℃; for 1h;97%
di(p-nitrophenyl) disulfide
100-32-3

di(p-nitrophenyl) disulfide

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;96%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;96%
With trichloroisocyanuric acid; tetrabutylammomium bromide; water In acetonitrile at 0 - 20℃; for 0.333333h;96%
1-acetylsulfanyl-4-nitro-benzene
15119-62-7

1-acetylsulfanyl-4-nitro-benzene

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With hydrogenchloride; N-chloro-succinimide In acetonitrile at 10℃;95.6%
1-methylthio-4-nitro-benzene
701-57-5

1-methylthio-4-nitro-benzene

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride; sodium sulfate In water; chlorobenzene95%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium chloride at 25℃; for 0.0333333h; Neat (no solvent);95%
4-nitrobenzenediazonium chloride
100-05-0

4-nitrobenzenediazonium chloride

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With copper(l) chloride; silver(l) oxide In acetic acid78%
With sulfur dioxide; copper(l) chloride
With sulfur dioxide; copper(II) sulfate In acetic acid at 6 - 20℃; Yield given;
chloroamine-T
127-65-1

chloroamine-T

para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

A

N-chloro-N-(4-methylbenzenesulfonyl)-4-nitrobenzenesulfinamide

N-chloro-N-(4-methylbenzenesulfonyl)-4-nitrobenzenesulfinamide

B

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With N-chloro-succinimide In water; acetonitrile at 35℃; for 0.25h;A 62%
B 30%
4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With thionyl chloride; tris(bipyridine)ruthenium(II) dichloride hexahydrate In water; acetonitrile at 20℃; for 20h; Sealed tube; Irradiation;52%
nitrostyrene
5153-67-3

nitrostyrene

4-nitrobenzenediazonium chloride
100-05-0

4-nitrobenzenediazonium chloride

A

1-Phenyl-2-nitroethyl-p-nitrophenylsulfon
42604-84-2

1-Phenyl-2-nitroethyl-p-nitrophenylsulfon

B

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With sulfur dioxide In acetic acid; acetone at 15 - 20℃;A 45%
B n/a
2-[(E)-2-nitroethenyl]furan
699-18-3, 32782-45-9

2-[(E)-2-nitroethenyl]furan

4-nitrobenzenediazonium chloride
100-05-0

4-nitrobenzenediazonium chloride

A

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

B

2-[2-nitro-1-(4-nitro-benzenesulfonyl)-ethyl]-furan

2-[2-nitro-1-(4-nitro-benzenesulfonyl)-ethyl]-furan

Conditions
ConditionsYield
With sulfur dioxide In acetic acid; acetone at 15 - 20℃;A n/a
B 26%
4-nitrobenzenesulfenyl chloride
937-32-6

4-nitrobenzenesulfenyl chloride

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With nitric acid; acetic acid neben anderen Produkten;
p-nitrobenzenesulfonamide
6325-93-5

p-nitrobenzenesulfonamide

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid at 25℃; Rate constant; E(activ.), var. temperatures;
sodium p-nitrobenzenesulphonic acid
5134-88-3

sodium p-nitrobenzenesulphonic acid

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide
ammonium salt of/the/ 4-nitro-benzene-sulfonic acid-(1)

ammonium salt of/the/ 4-nitro-benzene-sulfonic acid-(1)

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid at 100℃;
p-nitro-benzenesulfonate ammonium

p-nitro-benzenesulfonate ammonium

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride
p-nitro-benzenesulfonate potassium

p-nitro-benzenesulfonate potassium

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride
sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

A

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

B

3-nitrobenzenesulphonyl chloride
121-51-7

3-nitrobenzenesulphonyl chloride

C

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

D

2.4.6-trinitro-3-hydroxy-benzene-sulfonyl chloride-(1)

2.4.6-trinitro-3-hydroxy-benzene-sulfonyl chloride-(1)

4-nitrobenzenesulfenyl chloride
937-32-6

4-nitrobenzenesulfenyl chloride

dichloromethane
75-09-2

dichloromethane

mercury (II)-fluoride

mercury (II)-fluoride

A

di(p-nitrophenyl) disulfide
100-32-3

di(p-nitrophenyl) disulfide

B

4-nitrobenzenesulfonyl fluoride
349-96-2

4-nitrobenzenesulfonyl fluoride

C

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

chlorosulfonic acid
7790-94-5

chlorosulfonic acid

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
at 100℃; Reaktion des Ammoniumsalzes;
1-(benzylsulphanyl)-4-Nitrobenzene
27691-43-6

1-(benzylsulphanyl)-4-Nitrobenzene

chlorine
7782-50-5

chlorine

acetic acid
64-19-7

acetic acid

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

S-nitrophenyl O-ethylxanthate
99358-06-2

S-nitrophenyl O-ethylxanthate

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With water; chlorine at 5 - 10℃;
2-phenylaniline
90-41-5

2-phenylaniline

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-([1,1'-biphenyl]-2-yl)-4-nitrobenzenesulfonamide
109253-05-6

N-([1,1'-biphenyl]-2-yl)-4-nitrobenzenesulfonamide

Conditions
ConditionsYield
With pyridine at 140℃; for 0.5h;100%
aniline
62-53-3

aniline

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-nosylaniline
1576-44-9

N-nosylaniline

Conditions
ConditionsYield
With pyridine at 0 - 25℃;100%
With pyridine In dichloromethane for 4.5h; Reflux;98%
With zinc oxide-nanoparticle at 50℃; for 0.75h; Neat (no solvent); chemoselective reaction;97%
benzylamine
100-46-9

benzylamine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-benzyl-4-nitrobenzenesulfonamide
52374-25-1

N-benzyl-4-nitrobenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane 1) 0 deg C, 1 h, 2) room temperature;100%
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;97%
With 4-methyl-morpholine In dichloromethane at 0 - 20℃;89%
4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

p-nitrobenzenesulfonamide
6325-93-5

p-nitrobenzenesulfonamide

Conditions
ConditionsYield
With ammonia100%
With ammonium hydroxide In tetrahydrofuran for 1h; Cooling with ice;97%
With ammonium hydroxide; silica gel In dichloromethane at 20℃; for 0.75h;95%
4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

p-nitrobenzenesulfonyl azide
73901-01-6, 4547-62-0

p-nitrobenzenesulfonyl azide

Conditions
ConditionsYield
With sodium azide In water; acetone at 0 - 20℃; for 11h; Sealed tube;100%
With sodium azide In ethanol at 25℃; for 0.05h;96%
With sodium azide; tributyl methyl phsophonium chloride immobibized on polystyrene matrix In 1,2-dichloro-ethane at 45℃; for 4h;93%
4-chloro-aniline
106-47-8

4-chloro-aniline

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-nitro-N-(4-chlorophenyl)benzenesulfonamide
16937-03-4

4-nitro-N-(4-chlorophenyl)benzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;100%
With pyridine at 20℃;84%
With sodium acetate In methanol; water at 60℃;71%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(4-methoxyphenyl)-4-nitrobenzene sulphonamide
10553-17-0

N-(4-methoxyphenyl)-4-nitrobenzene sulphonamide

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane at 150℃; for 0.166667h; Microwave irradiation;100%
With pyridine at 20℃;98%
In ethanol at 25℃;96%
(S)-Methyl lactate
27871-49-4

(S)-Methyl lactate

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(S)-(-)-2-(4'-Nitrophenylsulfonyloxy)-propionsaeure-methylester
82508-07-4

(S)-(-)-2-(4'-Nitrophenylsulfonyloxy)-propionsaeure-methylester

Conditions
ConditionsYield
With triethylamine100%
With dmap; triethylamine In dichloromethane at 0℃;100%
With triethylamine In ethyl acetate at 26.85 - 59.85℃;20%
With triethylamine In ethyl acetate 1.) room temp., overnight, 2.) 60 deg C, 1h;361 g
4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol
160232-08-6

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol

[(1S,2R)-3-[(4-nitrophenylsulfonyl)(2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid tert-butyl ester
191226-98-9

[(1S,2R)-3-[(4-nitrophenylsulfonyl)(2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 20℃; for 21h;100%
With sodium hydrogencarbonate In dichloromethane; water at 23℃; for 12h;96%
With triethylamine In isopropyl alcohol at 60 - 65℃; for 1h;96.5%
(S)-Alaninol
2749-11-3

(S)-Alaninol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2S)-2-methyl-1-[(4-nitrophenyl)sulfonyl]aziridine
374783-78-5

(2S)-2-methyl-1-[(4-nitrophenyl)sulfonyl]aziridine

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 5h;100%
In pyridine; dichloromethane at 0 - 20℃;98%
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-[2-(hydroxymethyl)phenyl]-4-nitrobenzene-1-sulfonamide
90312-01-9

N-[2-(hydroxymethyl)phenyl]-4-nitrobenzene-1-sulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 3h;100%
With pyridine In chloroform at 20℃; Inert atmosphere;82%
With pyridine In dichloromethane for 1.5h;70%
2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine
68847-33-6

2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-nitrobenzenesulfonamide
817160-11-5

N-(2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-nitrobenzenesulfonamide

Conditions
ConditionsYield
With TEA In dichloromethane at 20℃; for 3h;100%
In dichloromethane at 20℃; for 3h; Inert atmosphere;71%
In dichloromethane
2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine
68847-33-6

2-[(1,1,2,2-tetramethyl-1-silapropoxy)methyl]phenylamine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-[2-(tert-butyldimethylsilanyloxymethyl)phenyl]bis(4-nitrobenzenesulfonyl)imide

N-[2-(tert-butyldimethylsilanyloxymethyl)phenyl]bis(4-nitrobenzenesulfonyl)imide

Conditions
ConditionsYield
With TEA In dichloromethane at 20℃; for 5h;100%
1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-nitro-N-(m-tolyI)benzenesulfonamide
16936-94-0

4-nitro-N-(m-tolyI)benzenesulfonamide

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane at 150℃; for 0.166667h; Microwave irradiation;100%
With pyridine In dichloromethane at 20℃; Inert atmosphere;99%
With pyridine In dichloromethane at 20℃; Inert atmosphere;99%
4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-7-iodo-3-[(pivaloyloxy)methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
396650-33-2

2-{[(dimethylamino)methylidene]amino}-3,5-dihydro-7-iodo-3-[(pivaloyloxy)methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one

C21H23IN6O7S
948043-26-3

C21H23IN6O7S

Conditions
ConditionsYield
With sodium hydride In dichloromethane100%
N-(5-aminopyridin-2-yl)acetamide
29958-14-3

N-(5-aminopyridin-2-yl)acetamide

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(5-(4-nitrophenylsulfonamido)pyridin-2-yl)acetamide
1020536-73-5

N-(5-(4-nitrophenylsulfonamido)pyridin-2-yl)acetamide

Conditions
ConditionsYield
Stage #1: N-(5-aminopyridin-2-yl)acetamide; 4-Nitrobenzenesulfonyl chloride With triethylamine In dichloromethane at 20℃; for 18h;
Stage #2: With sodium hydroxide; water In methanol for 18h;
Stage #3: With hydrogenchloride In water
100%
C10H12F3NO

C10H12F3NO

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(1-benzyl-3,3,3-trifluoro-2-hydroxypropyl)-4-nitrobenzenesulfonamide

N-(1-benzyl-3,3,3-trifluoro-2-hydroxypropyl)-4-nitrobenzenesulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 4h; Reflux; Inert atmosphere;100%
C24H43NO4Si
1032401-02-7

C24H43NO4Si

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

2-(tert-butoxycarbonylamino)-3,3-dimethyl-3-[2,4-dimethyl-6-(nitrobenzene-4-sulfonyloxy)phenyl]propyl tert-butyldimethylsilyl ether
1227929-85-2

2-(tert-butoxycarbonylamino)-3,3-dimethyl-3-[2,4-dimethyl-6-(nitrobenzene-4-sulfonyloxy)phenyl]propyl tert-butyldimethylsilyl ether

Conditions
ConditionsYield
With potassium carbonate In acetone for 5.5h; Inert atmosphere; Reflux;100%
propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(3-hydroxypropyl)-4-nitrobenzenesulfonamide

N-(3-hydroxypropyl)-4-nitrobenzenesulfonamide

Conditions
ConditionsYield
With sodium carbonate In dichloromethane; water for 2h;100%
66%
With triethylamine In dichloromethane at 0 - 20℃;
2-[3-(tritylamino)phenyl]ethanol
1253582-05-6

2-[3-(tritylamino)phenyl]ethanol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-nitrobenzenesulfonic acid 2-[3-(tritylamino)phenyl]ethyl ester
1253582-06-7

4-nitrobenzenesulfonic acid 2-[3-(tritylamino)phenyl]ethyl ester

Conditions
ConditionsYield
Stage #1: 2-[3-(tritylamino)phenyl]ethanol; 4-Nitrobenzenesulfonyl chloride With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 0℃; for 0.75h; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water
100%
ethyl 2-amino-4-(tetrahydro-4H-pyran-4-ylidene)butanoate
1272656-84-4

ethyl 2-amino-4-(tetrahydro-4H-pyran-4-ylidene)butanoate

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

ethyl 2-{[(4-nitrophenyl)sulfonyl]amino}-4-(tetrahydro-4Hpyran-4-ylidene)butanoate
1272656-86-6

ethyl 2-{[(4-nitrophenyl)sulfonyl]amino}-4-(tetrahydro-4Hpyran-4-ylidene)butanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]methanol
502434-98-2

[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]methanol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]methyl 4-nitrobenzenesulfonate
1351163-92-2

[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]methyl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With dmap; triethylamine at 20℃;100%
phenylmethyl 1-piperazinecarboxylate
31166-44-6

phenylmethyl 1-piperazinecarboxylate

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-(4-nitrobenzenesulfonyl)piperazine-1-carboxylic acid benzyl ester
93871-69-3

4-(4-nitrobenzenesulfonyl)piperazine-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 25℃; for 2h; Inert atmosphere;74%
1-(tert-butoxycarbonyl)-4-aminopiperidine
87120-72-7

1-(tert-butoxycarbonyl)-4-aminopiperidine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-(4-nitrobenzenesulfonylamino)piperidine-1-carboxylic acid tert-butyl ester
1233952-63-0

4-(4-nitrobenzenesulfonylamino)piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

piperidin-4-ylcarbamic acid benzyl ester
182223-54-7

piperidin-4-ylcarbamic acid benzyl ester

[1-(4-nitrobenzenesulfonyl)piperidin-4-yl]carbamic acid benzyl ester
1306723-05-6

[1-(4-nitrobenzenesulfonyl)piperidin-4-yl]carbamic acid benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
(2R,3S)-2-(4-fluorophenyl)-3-isopropylaziridine
1421014-23-4

(2R,3S)-2-(4-fluorophenyl)-3-isopropylaziridine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2R,3S)-2-(4-fluorophenyl)-3-isopropyl-1-(4-nitrophenylsulfonyl)aziridine
1421014-34-7

(2R,3S)-2-(4-fluorophenyl)-3-isopropyl-1-(4-nitrophenylsulfonyl)aziridine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
(2S,3R)-2-(4-fluorophenyl)-3-isopropylaziridine
1421014-27-8

(2S,3R)-2-(4-fluorophenyl)-3-isopropylaziridine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2S,3R)-2-(4-fluorophenyl)-3-isopropyl-1-(4-nitrophenylsulfonyl)aziridine
1421014-36-9

(2S,3R)-2-(4-fluorophenyl)-3-isopropyl-1-(4-nitrophenylsulfonyl)aziridine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
(2R,3S)-2-phenyl-3-isopropylaziridine
1421014-30-3

(2R,3S)-2-phenyl-3-isopropylaziridine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2R,3S)-2-phenyl-3-isopropyl-1-(4-nitrophenylsulfonyl)aziridine
1421014-40-5

(2R,3S)-2-phenyl-3-isopropyl-1-(4-nitrophenylsulfonyl)aziridine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
(2R,3S)-(-)-2-phenyl-3-methyl-1-aziridine
198473-93-7

(2R,3S)-(-)-2-phenyl-3-methyl-1-aziridine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2S,3R)-3-methyl-1-(4-nitrophenylsulfonyl)-2-phenylaziridine

(2S,3R)-3-methyl-1-(4-nitrophenylsulfonyl)-2-phenylaziridine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
(2S,3R)-2-(4-fluorophenyl)-3-methylaziridine
502850-12-6

(2S,3R)-2-(4-fluorophenyl)-3-methylaziridine

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(2S,3R)-2-(4-fluorophenyl)-3-methyl-1-(4-nitrophenylsulfonyl)aziridine
1421014-38-1

(2S,3R)-2-(4-fluorophenyl)-3-methyl-1-(4-nitrophenylsulfonyl)aziridine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%

98-74-8Relevant articles and documents

Chromoselective Synthesis of Sulfonyl Chlorides and Sulfonamides with Potassium Poly(heptazine imide) Photocatalyst

Antonietti, Markus,Guldi, Dirk M.,Markushyna, Yevheniia,Savateev, Aleksandr,Schü?lbauer, Christoph M.,Ullrich, Tobias

supporting information, p. 20543 - 20550 (2021/08/12)

Among external stimuli used to promote a chemical reaction, photocatalysis possesses a unique one—light. Photons are traceless reagents that provide an exclusive opportunity to alter chemoselectivity of the photocatalytic reaction varying the color of incident light. This strategy may be implemented by using a sensitizer capable to activate a specific reaction pathway depending on the excitation light. Herein, we use potassium poly(heptazine imide) (K-PHI), a type of carbon nitride, to generate selectively three different products from S-arylthioacetates simply varying the excitation light and otherwise identical conditions. Namely, arylchlorides are produced under UV/purple, sulfonyl chlorides with blue/white, and diaryldisulfides at green to red light. A combination of the negatively charged polyanion, highly positive potential of the valence band, presence of intraband states, ability to sensitize singlet oxygen, and multi-electron transfer is shown to enable this chromoselective conversion of thioacetates.

High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides

Sohrabnezhad, Samira,Bahrami, Kiumars,Hakimpoor, Farahman

, p. 256 - 264 (2019/02/06)

In this paper, a new method for oxidative chlorination of thiols to sulfonyl chlorides and sulfonamides using H2O2 in the presence of TMSCl is reported. The excellent yields, short reaction times, excellent efficiencies, low costs, and easy separation of products are the most important advantages of this method.

Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides

Yang, Zhanhui,Xu, Wei,Wu, Qiuyue,Xu, Jiaxi

, p. 3051 - 3057 (2016/04/26)

A simple and efficient method to synthesize N-chloro-N-sulfonylsulfinamides by the direct aminoxidation of arenethiols under aqueous and mild conditions is disclosed, geminally installing the oxo and amino groups on the sulfur atom of arenethiols. The products have been primarily developed as sulfinylation reagents to convert Grignard reagents into sulfoxides, and as amination reagents to convert secondary amines into hydrazine derivatives.

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